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Re: Robert had broken off his engagement

In reference to sexual relationships, cheating almost always means flirting or having sex with someone other than your presumed partner. If you want it to mean financial cheating you would have to provide a lot of context.

Re: Robert had broken off his engagement

Why use past perfect "had broken"? Did they later reunite? You need a reason to use past perfect - something else that happened after this event but before now to justify it. Otherwise, just say "Robert broke up with his fiancee when he learned she had .."

I'm not a teacher, but I write for a living. Please don't ask me about 2nd conditionals, but I'm a safe bet for what reads well in (American) English.